Clodronate: Difference between revisions

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Clodronate
Clinical data
AHFS/Drugs.com	International Drug Names
ATC code	M05BA02 (WHO) ;
Identifiers
	IUPAC name (dichloro-phosphono-methyl)phosphonic acid;
CAS Number	10596-23-3 ;
PubChem CID	25419;
DrugBank	DB00720 ;
ChemSpider	23731 ;
UNII	0813BZ6866;
KEGG	D03545 ;
ChEBI	CHEBI:110423 ;
ChEMBL	ChEMBL12318 ;
E number	{{#property:P628}}
ECHA InfoCard	{{#property:P2566}}Lua error in Module:EditAtWikidata at line 36: attempt to index field 'wikibase' (a nil value).
Chemical and physical data
Formula	CH4Cl2O6P2
Molar mass	244.892 g/mol
3D model (JSmol)	Interactive image;
	SMILES ClC(Cl)(P(=O)(O)O)P(=O)(O)O;
	InChI InChI=1S/CH4Cl2O6P2/c2-1(3,10(4,5)6)11(7,8)9/h(H2,4,5,6)(H2,7,8,9) ; Key:ACSIXWWBWUQEHA-UHFFFAOYSA-N ;
(verify)

VisualWikitext

Latest revision as of 15:37, 10 April 2015

Editor-In-Chief: C. Michael Gibson, M.S., M.D. [1]

Overview

Clodronic acid (INN) or clodronate disodium (USAN) is a first generation (non-nitrogenous) bisphosphonate. It is an anti-osteoporotic drug approved for the prevention and treatment of osteoporosis in post-menopausal women and men to reduce vertebral fractures, hyperparathyroidism, hypercalcemia in malignancy, multiple myeloma and fracture related pain because of its potent anti-inflammatory and analgesic effects shown as a reduction in inflammatory markers like IL-1β, IL-6, and TNF-alfa.

An Italian study compared the analgesic effect of clodronic acid versus acetaminophen in reumatic condition related pain. Study result show a reduction in pain in favor of clodronic acid that provided more analgesia than 3 grams/day of acetaminophen. Clodronate is also used in experimental medicine to selectively deplete macrophages.

Clodronic acid is approved for human use in Canada and Australia, the United Kingdom, where it is marketed as Bonefos, Loron, Clodron and in Italy as Clasteon, Difosfonal, Osteostab and several generics. In other countries is prescribed as a bone resorption inhibitor and antihypercalcemic agent.

Use in equine medicine

Clodronic acid is approved for use in horses under the trade name Osphos, for treatment of navicular syndrome. It is given by intramuscular injection, with the total dose divided into 3 sites on the horse. Clinical effects may not be seen for up to 2 months, and horses may need treatments repeated every 3 to 6 months.

Adverse reactions and contraindications

Osphos has been shown to have several adverse effects. These include:

Signs of discomfort, agitation, or colic, usually within 2 hours of treatment.
Head shaking
Lip licking

References

Template:Bisphosphonates

@@ Line 1: / Line 1: @@
+{{Drugbox
+| verifiedrevid = 476996903
+| IUPAC_name = (dichloro-phosphono-methyl)phosphonic acid
+| image = Clodronic acid.png
+<!--Clinical data-->
+| tradename =
+| Drugs.com = {{drugs.com|international|clodronic-acid}}
+| pregnancy_AU = <!-- A / B1 / B2 / B3 / C / D / X -->
+| pregnancy_US = <!-- A / B / C / D / X -->
+| legal_AU = <!-- Unscheduled / S2 / S4 / S8 -->
+| legal_UK = <!-- GSL / P / POM / CD -->
+| legal_US = <!-- OTC / Rx-only -->
-{{drugbox
+<!--Identifiers-->
-|IUPAC_name=(dichloro-phosphono-methyl)phosphonic acid
+| CASNo_Ref = {{cascite|correct|CAS}}
-|image=Clodronic acid.png
+| CAS_number_Ref = {{cascite|correct|??}}
-|CAS_number=10596-23-3
+| CAS_number = 10596-23-3
-|ATC_prefix=M05
+| ATC_prefix = M05
-|ATC_suffix=BA02
+| ATC_suffix = BA02
-|ATC_supplemental=
+| PubChem = 25419
-|PubChem=25419
+| DrugBank_Ref = {{drugbankcite|correct|drugbank}}
-|DrugBank=APRD00639
+ | DrugBank = DB00720
-|C=1 | H=4 | Cl=2 | O=6 | P=2 |
+| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
-|molecular_weight=244.892 g/mol
+| ChemSpiderID = 23731
-|bioavailability=
+| UNII_Ref = {{fdacite|correct|FDA}}
-|protein_bound=
+| UNII = 0813BZ6866
-|metabolism=
+| KEGG_Ref = {{keggcite|correct|kegg}}
-|elimination_half-life=
+| KEGG = D03545
-|excretion=
+| ChEBI_Ref = {{ebicite|correct|EBI}}
-|pregnancy_AU=<!-- A / B1 / B2 / B3 / C / D / X -->
+| ChEBI = 110423
-|pregnancy_US=<!-- A / B / C / D / X -->
+| ChEMBL_Ref = {{ebicite|correct|EBI}}
-|pregnancy_category=
+| ChEMBL = 12318
-|legal_AU=<!-- Unscheduled / S2 / S4 / S8 -->
-|legal_UK=<!-- GSL / P / POM / CD -->
+<!--Chemical data-->
-|legal_US=<!-- OTC / Rx-only -->
+| C=1 | H=4 | Cl=2 | O=6 | P=2
-|legal_status=
+| molecular_weight = 244.892 g/mol
-|routes_of_administration=
+| smiles = ClC(Cl)(P(=O)(O)O)P(=O)(O)O
+| InChI = 1/CH4Cl2O6P2/c2-1(3,10(4,5)6)11(7,8)9/h(H2,4,5,6)(H2,7,8,9)
+| InChIKey = ACSIXWWBWUQEHA-UHFFFAOYAO
+| StdInChI_Ref = {{stdinchicite|correct|chemspider}}
+| StdInChI = 1S/CH4Cl2O6P2/c2-1(3,10(4,5)6)11(7,8)9/h(H2,4,5,6)(H2,7,8,9)
+| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
+| StdInChIKey = ACSIXWWBWUQEHA-UHFFFAOYSA-N
 }}
+__NOTOC__
 {{SI}}
-'''Clodronate''' is a [[bisphosphonate]]. It is used in experimental medicine to selectively deplete for [[Macrophages]].
+{{CMG}}
+==Overview==
+'''Clodronic acid''' ([[International Nonproprietary Name|INN]]) or '''clodronate disodium''' ([[United States Adopted Name|USAN]]) is a first generation (non-nitrogenous) [[bisphosphonate]]. It is an anti-osteoporotic drug  approved for the prevention and treatment of osteoporosis in post-menopausal women and men to reduce vertebral fractures, hyperparathyroidism, hypercalcemia in malignancy, multiple myeloma and fracture related pain because of its potent anti-inflammatory and analgesic effects shown as a reduction in inflammatory markers like IL-1β, IL-6, and TNF-alfa.
+An Italian study compared the analgesic effect of clodronic acid versus [[acetaminophen]] in reumatic condition related pain.  Study result show a reduction in pain in favor of clodronic acid that provided more analgesia than 3 grams/day of acetaminophen. Clodronate is also used in experimental medicine to selectively deplete [[macrophages]].
+Clodronic acid is approved for human use in Canada and Australia, the United Kingdom, where it is marketed as Bonefos, Loron, Clodron and in Italy as Clasteon, Difosfonal, Osteostab and several generics. In other countries is prescribed as a bone resorption inhibitor and antihypercalcemic agent.
+==Use in equine medicine==
+Clodronic acid is approved for use in horses under the trade name Osphos, for treatment of [[navicular syndrome]]. It is given by intramuscular injection, with the total dose divided into 3 sites on the horse. Clinical effects may not be seen for up to 2 months, and horses may need treatments repeated every 3 to 6 months.
+===Adverse reactions and contraindications===
+Osphos has been shown to have several adverse effects. These include:
+* Signs of discomfort, agitation, or [[horse colic|colic]], usually within 2 hours of treatment.
+* Head shaking
+* Lip licking
+==References==
+{{Reflist|2}}
 {{Bisphosphonates}}
 [[Category:Bisphosphonates]]
-[[Category:Endocrinology]]
+[[Category:Drug]]
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-{{WikiDoc Sources}}